4-Piperidone → HCID 46852140, compound

HRID 1797946Notes

Reaction equation

[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:33])[NH:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([S:29](=[O:32])(=[O:31])[NH2:30])=[CH:25][CH:24]=3)(=[O:20])=[O:19])=[CH:14][CH:13]=2)[CH:6]=[CH:7][CH:8]=1)#[N:2].[NH:34]1[CH2:39][CH2:38][C:37](=[O:40])[CH2:36][CH2:35]1.CCN(C(C)C)C(C)C>>[NH:2]=[C:1]([N:34]1[CH2:39][CH2:38][C:37](=[O:40])[CH2:36][CH2:35]1)[C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:33])[NH:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([S:29](=[O:32])(=[O:31])[NH2:30])=[CH:25][CH:24]=3)(=[O:20])=[O:19])=[CH:14][CH:13]=2)[CH:6]=[CH:7][CH:8]=1

Participants

Reactant 3

HCID 337214-Piperidone

HCID 81531Diisopropylethylamine

HCID 574961804-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylbenzyl)benzenesulfonamide

Product 1

HCID 46852140HCID 46852140, compoundYield 3%

Procedure

The title compound was prepared from 4-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylbenzyl)benzenesulfonamide following procedure C and using 2.2 equivalent of both 4-piperidone as secondary amine and DIEA as base. The product was purified first by preparative HPLC and finally with a preparative TLC (eluent: petrolether/DCM/MeOH 2:3:1 containing 2% of a 7 M NH3 solution in MeOH).

Workup

customThe product was purified first by preparative HPLC and finally with a preparative TLC (eluent

Sources & evidence

ORD record: ord-f086cc5390204129bd5c035f1054e6f0
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08343963B2

Reaction notes

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